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  1. School = Denison
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13 Bogey Drive
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Details for 13 Bogey Drive, WINTER HAVEN, FL 33881
Single Family
  1. Price: $1,950,000.00
  2. Price sqft: $343.86 / sqft
  3. Days On Market: 13
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5671
  8. Acreage: 10.98 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Pond
  13. Year Built: 1994
MLS#: L4958559
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Elementary School: Elbert Elem
  5. Middle School: Denison
  6. High School: Winter Haven Senior
  7. Provided by: THE MARKET REALTY COMPANY
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Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Havens m
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3824 Gaines Drive
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Details for 3824 Gaines Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,499,000.00
  2. Price sqft: $172.20 / sqft
  3. Previous Price: $1,549,000
  4. Last Price Change: 01/10/26
  5. Days On Market: 105
  6. Bedrooms: 7
  7. Baths: 7
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 8705
  10. Acreage: 0.64 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 1980
MLS#: P4936581
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Gaines Cove
  5. Elementary School: Pinewood Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
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Luxury lakefront home on the Winter Haven Chain of Lakes! A true luxury lakefront masterpiece on the shores of Lake Eloise, one of the most beautiful lakes on the world famous Winter Haven Chain of La
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157 Lake Roy Drive
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Details for 157 Lake Roy Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $919,000.00
  2. Price sqft: $201.62 / sqft
  3. Days On Market: 73
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 4558
  8. Acreage: 0.65 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 1987
MLS#: L4957283
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Eloise Woods Lake Roy
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
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Lakefront pool home on the Winter Haven Chain of Lakes with a detached apartment, 4 car garage, abundant open parking, RV parking pad, pool, dock and more! Perfectly positioned on Lake Roy, one of the
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200 Island Way
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Details for 200 Island Way, WINTER HAVEN, FL 33884
Single Family
  1. Price: $899,900.00
  2. Price sqft: $168.17 / sqft
  3. Previous Price: $925,000
  4. Last Price Change: 12/09/25
  5. Days On Market: 203
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5351
  10. Acreage: 1.05 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1970
MLS#: P4935447
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Elementary School: Elbert Elem
  5. Middle School: Denison
  6. High School: Winter Haven Senior
  7. Provided by: LOCKHART & ASSOCIATES INC
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Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought after gated community of Orchid Springs Estates! This stunning Mediterranean style estate offers
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220 Ruby Lake Lane
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Details for 220 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $799,977.00
  2. Price sqft: $228.83 / sqft
  3. Previous Price: $824,900
  4. Last Price Change: 10/23/25
  5. Days On Market: 127
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3496
  10. Acreage: 0.42 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front,Lake Privileges
  15. Year Built: 2001
MLS#: P4936358
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
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Welcome to 220 Ruby Lake Lane, a stunning lakefront pool residence in the highly sought after gated community of Ruby Lake, where modern upgrades blend effortlessly with timeless design and waterfront
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2683 Wyndsor Oaks Way
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Details for 2683 Wyndsor Oaks Way, WINTER HAVEN, FL 33884
Single Family
  1. Price: $799,000.00
  2. Price sqft: $175.26 / sqft
  3. Previous Price: $825,000
  4. Last Price Change: 01/13/26
  5. Days On Market: 373
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4559
  10. Acreage: 0.57 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2002
MLS#: P4933374
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Wyndsor At Lake Winterset
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: RE/MAX HERITAGE PROFESSIONALS
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Back on market, property passed inspections already. Welcome to 2683 Wyndsor Oaks Way, Winter Haven, FL an extraordinary residence in the highly sought after gated Wyndsor at Lake Winterset community
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238 Ruby Lake Lane
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Details for 238 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $789,000.00
  2. Price sqft: $230.77 / sqft
  3. Previous Price: $795,000
  4. Last Price Change: 01/08/26
  5. Days On Market: 94
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3419
  10. Acreage: 0.45 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front,Lake Privileges
  15. Year Built: 2000
MLS#: P4936774
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: LOCKHART & ASSOCIATES INC
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A truly wonderful lifestyle! Nestled in the charming, gated community of Ruby Lake, this beautiful 4 bedroom, 3 bath pool home provides the perfect blend of elegance and comfort. Known for being two o
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264 Ruby Lake Lane
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Details for 264 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $750,000.00
  2. Price sqft: $246.71 / sqft
  3. Days On Market: 104
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3040
  8. Acreage: 0.46 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1999
MLS#: P4936678
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: KELLER WILLIAMS REALTY SMART 1
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Discover a lakefront retreat in southeast winter haven! This pristine, move in ready 4 bedroom, 2bathroom home with a dedicated office is perfectly positioned on private access lake bess, complete wit
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329 Hamilton Shores Drive Ne
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Details for 329 Hamilton Shores Drive Ne, WINTER HAVEN, FL 33881
Single Family
  1. Price: $750,000.00
  2. Price sqft: $200.43 / sqft
  3. Previous Price: $800,000
  4. Last Price Change: 10/21/25
  5. Days On Market: 303
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3742
  10. Acreage: 0.98 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1997
MLS#: P4934289
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Subdivision: Hamilton Pointe
  5. Elementary School: Elbert Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: COLDWELL BANKER REALTY
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This beautiful home overlooks Lake Hamilton being the largest lake on a chain of three, Lake Hamilton, Middle Lake Hamilton, and Little Lake Hamilton in Winter Haven Florida making Hamilton Pointe a s
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226 Ruby Lake Lane
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Details for 226 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $744,900.00
  2. Price sqft: $227.73 / sqft
  3. Previous Price: $749,900
  4. Last Price Change: 10/07/25
  5. Days On Market: 135
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3271
  10. Acreage: 0.42 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2001
MLS#: P4936048
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
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Welcome to this stunning 3 bedroom, 3 bathroom lake front pool home offering gorgeous views of Lake Ruby. Set on a prime waterfront lot, the property includes an oversized 3 car garage and a private b
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